CHEBI:194146 - tigilanol tiglate

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ChEBI Name tigilanol tiglate
ChEBI ID CHEBI:194146
Definition A diterpenoid natural product isolated from the kernels of the Australian blushwood tree (Fontainea picrosperma). It is approved as a veterinary pharmaceutical for the treatment of non-metastatic and non-resectable canine mast cell tumours.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H42O10
Net Charge 0
Average Mass 562.656
Monoisotopic Mass 562.27780
InChI InChI=1S/C30H42O10/c1-9-13(3)23(33)38-21-16(6)28(36)17-11-15(5)20(32)29(17,37)25(35)27(12-31)22(39-27)18(28)19-26(7,8)30(19,21)40-24(34)14(4)10-2/h9,11,14,16-19,21-22,25,31,35-37H,10,12H2,1-8H3/b13-9+/t14-,16+,17-,18+,19+,21+,22-,25+,27-,28-,29+,30+/m0/s1
InChIKey YLQZMOUMDYVSQR-FOWZUWBHSA-N
SMILES [H][C@]12[C@]3([H])[C@@H]4O[C@]4(CO)[C@@H](O)[C@]4(O)C(=O)C(C)=C[C@@]4([H])[C@@]3(O)[C@H](C)[C@@H](OC(=O)C(\C)=C\C)[C@@]1(OC(=O)[C@@H](C)CC)C2(C)C
Metabolite of Species Details
Fontainea picrosperma (NCBI:txid1319830) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
protein kinase C agonist
An agonist that selectively binds to and activates a protein kinase C receptor
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing tigilanol tiglate (CHEBI:194146) has role antineoplastic agent (CHEBI:35610)
tigilanol tiglate (CHEBI:194146) has role plant metabolite (CHEBI:76924)
tigilanol tiglate (CHEBI:194146) has role protein kinase C agonist (CHEBI:64018)
tigilanol tiglate (CHEBI:194146) is a diester (CHEBI:51307)
tigilanol tiglate (CHEBI:194146) is a diterpenoid (CHEBI:23849)
tigilanol tiglate (CHEBI:194146) is a organic heteropentacyclic compound (CHEBI:38164)
tigilanol tiglate (CHEBI:194146) is a phorbol ester (CHEBI:37532)
IUPAC Name
(1aR,1bR,1cS,2aR,3S,3aS,6aS,6bR,7R,8R,8aS)-3,3a,6b-trihydroxy-2a-(hydroxymethyl)-1,1,5,7-tetramethyl-8a-{[(2S)-2-methylbutanoyl]oxy}-4-oxo-1a,1b,1c,2a,3,3a,4,6a,6b,7,8,8a-dodecahydro-1H-cyclopropa[5',6']benzo[1',2':7,8]azuleno[5,6-b]oxiren-8-yl (2E)-2-methylbut-2-enoate
Synonyms Sources
EBC 46 ChEBI
EBC-46 ChemIDplus
EBC46 ChEBI
EBI-46 ChemIDplus
TT
Note: (2022-11-30) Used as an abbreviation.
 ChEBI
Brand Name Source
Stelfonta ChEBI
Manual Xrefs Databases
52084739 ChemSpider
D11191 KEGG DRUG
Tigilanol_tiglate Wikipedia
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Registry Number Type Source
943001-56-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
06 December 2022